Polychlorinated cyclopentenes from a marine derived Periconia sp. (strain G1144).

Autor: Cank KB; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, 435 Patricia A. Sullivan Science Building, Greensboro, NC, 27402-6170, USA., Shepherd RA; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, 435 Patricia A. Sullivan Science Building, Greensboro, NC, 27402-6170, USA., Knowles SL; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, 435 Patricia A. Sullivan Science Building, Greensboro, NC, 27402-6170, USA., Rangel-Grimaldo M; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, 435 Patricia A. Sullivan Science Building, Greensboro, NC, 27402-6170, USA., Raja HA; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, 435 Patricia A. Sullivan Science Building, Greensboro, NC, 27402-6170, USA., Bunch ZL; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, 435 Patricia A. Sullivan Science Building, Greensboro, NC, 27402-6170, USA., Cech NB; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, 435 Patricia A. Sullivan Science Building, Greensboro, NC, 27402-6170, USA., Rice CA; Department of Pharmaceutical and Biomedical Sciences, College of Pharmacy, 724 Biological Sciences Building, University of Georgia, Athens, GA, 30602-2607, USA; Center for Tropical and Emerging Global Diseases, University of Georgia, 335 Coverdell Center 500 D.W. Brooks Drive, Athens, GA, 30602-7399, USA. Electronic address: christopher.rice@uga.edu., Kyle DE; Center for Tropical and Emerging Global Diseases, University of Georgia, 335 Coverdell Center 500 D.W. Brooks Drive, Athens, GA, 30602-7399, USA. Electronic address: dennis.kyle@uga.edu., Falkinham JO 3rd; Department of Biological Sciences, Virginia Tech Center for Drug Discovery, Derring Hall Room 2125, 926 West Campus Drive, Mail Code 0406, Blacksburg, VA, 24061, USA. Electronic address: jofiii@vt.edu., Burdette JE; Department of Pharmaceutical Sciences, University of Illinois at Chicago, 833 South Wood Street, 333 PHARM, MC 781, Chicago, IL, 60612, USA. Electronic address: joannab@uic.edu., Oberlies NH; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, 435 Patricia A. Sullivan Science Building, Greensboro, NC, 27402-6170, USA. Electronic address: nicholas_oberlies@uncg.edu.
Jazyk: angličtina
Zdroj: Phytochemistry [Phytochemistry] 2022 Jul; Vol. 199, pp. 113200. Date of Electronic Publication: 2022 Apr 11.
DOI: 10.1016/j.phytochem.2022.113200
Abstrakt: Studies on an organic extract of a marine fungus, Periconia sp. (strain G1144), led to the isolation of three halogenated cyclopentenes along with the known and recently reported rhytidhyester D; a series of spectrometric and spectroscopic techniques were used to elucidate these structures. Interestingly, two of these compounds represent tri-halogenated cyclopentene derivatives, which have been observed only rarely from Nature. The relative and absolute configurations of the compounds were established via mass spectrometry (MS), nuclear magnetic resonance (NMR) spectroscopy, Mosher's esters method, optical rotation and GIAO NMR calculations, including correlation coefficient calculations and the use of both DP4+ and dJ DP4 analyses. Several of the isolated compounds were tested for activity in anti-parasitic, antimicrobial, quorum sensing inhibition, and cytotoxicity assays and were shown to be inactive.
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Databáze: MEDLINE